Thionation of Some α,β-Unsaturated Steroidal Ketones

被引：18

作者：

Krstic, Natalija M. ^{[1
]}

Bjelakovic, Mira S. ^{[1
]}

Dabovic, Milan M. ^{[1
]}

Pavlovic, Vladimir D. ^{[2
]}

机构：

[1] Univ Belgrade, Ctr Chem, Inst Chem Technol & Met, Belgrade 11001, Serbia

[2] Univ Belgrade, Fac Chem, Belgrade 11001, Serbia

来源：

MOLECULES | 2010年 / 15卷 / 05期

关键词：

alpha; beta-unsaturated steroidal ketones; beta-unsaturated; 3-thiones; Lawesson's reagent; P(4)S(10)/HMDO; dimerization; microwave irradiation; ORGANOPHOSPHORUS COMPOUNDS; PHOSPHORUS PENTASULFIDE; MICROWAVE IRRADIATION; LAWESSONS REAGENT; HEXAMETHYLDISILOXANE; THIOKETONES; 3H-1,2-DITHIOLE-3-THIONES; COMBINATION; DERIVATIVES; THIOAMIDES;

D O I：

10.3390/molecules15053462

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The reactions of selected alpha,beta-unsaturated steroidal ketones with Lawesson's reagent (LR) in CH(2)Cl(2) and toluene under the standard reaction conditions and with a combination of phosphorus pentasulfide with hexamethyldisiloxane (P(4)S(10)/HMDO) in 1,2-dichlorobenzene (ODCB) under microwave irradiation were investigated and for this purpose several cholestane, androstane and pregnane carbonyl derivatives were chosen. Depending on the reagent and the solvent, 19 new sulfur containing compounds, including dithiones 4c and 4d, alpha,beta-unsaturated 3-thiones 3a-e, dimer-sulfides 2a-e, 1,2,4-trithiolanes 5a-e and phosphonotrithioates 6b-e were synthesized. All newly prepared compounds were characterized by IR, (1)H- and (13)C-NMR spectroscopy and elemental analysis.

引用

页码：3462 / 3477

页数：16

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